Choose the Best Maine Chebeague Island Vacation Rentals

Whether you need Chebeague Island vacation rentals that sleep two or up to 10, you will find that this small island town 10 miles from Portland, Maine has plenty of options. Larger Chebeague Island, ME rentals allow you to have a family reunion or even a small wedding party, if you wish to get married right on the beach. There are more intimate Chebeague Island cottages for a romantic getaway with perfect sunrises and sets.

Chebeague Island Vacation Rentals Can Be Discovered with Ease


Hotels in smaller communities are fewer and farther between but when you want a private getaway, you do not have to worry about resorts. Instead, you can take advantage of Chebeague Island house rentals, which are spread throughout the small area, offering you seafront property and plenty of water sport activities. Chebeague Island, ME rentals also provide you with fully equipped kitchens, porches, laundry facilities, and games. In winter, Chebeague Island cottages can be warmed by the fireplaces found in most living rooms.

Chebeague Island, ME Rentals Are Found on the Calendar Islands


Chebeague Island was part of Cumberland until 2007 so it is a newly formed independent village. Both Chebeague and Cumberland are part of the Casco Bay Islands which were once referred to as “The Calendar Islands.” When you elect to stay at Chebeague Island, ME rentals, you will learn early settlers thought there were 365 islands, hence the name. However, research was conducted and only 200 islands are actually part of the bay. It is possible for you to explore some of the other islands from Chebeague Island vacation rentals if you bring your own boat or rent one at the marina.

Public Transportation Options near Chebeague Island Cottages


Getting to Chebeague Island cottages is fairly easy with two ferry services running between Portland and Yarmouth. The Chebeague Transportation Company offers a 15-minute ride from Cousins Island to Yarmouth. The Casco Bay Lines are mostly a mail boat service with trips down to Long Island. It makes it easy to see the wildlife and natural ecosystems of Chebeague, Maine.

Find more Portland Casco Bay Area vacation rentals and include Harpswell rentals and Freeport vacation rentals in your search.

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Chebeague Island: Houses, Cottages & More(14)

14 Results
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
1 Review
$1,700
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 night minimum stay
$125
per night
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
  • 2 BR,
  • Sleeps 5
7 night minimum stay
$900 - $900
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
$1,400
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
$1,295 - $1,400
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(4)
$136 - $157
per night
6 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 night minimum stay
2 Reviews
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